Hydrochloric Acid → HCID 71293590, compound

HRID 1402563Notes

Reaction equation

HRID 1402563 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[NH:9][C:10]([NH:12][C:13]1[CH:47]=[CH:46][C:16]([O:17][C:18]2[CH:23]=[CH:22][N:21]=[C:20]([C:24]3[NH:28][CH:27]=[C:26]([C:29]([NH:31][CH2:32][CH2:33][CH2:34][N:35]([CH2:41][C:42]([O:44]C)=[O:43])[CH2:36][C:37]([O:39]C)=[O:38])=[O:30])[CH:25]=3)[CH:19]=2)=[CH:15][CH:14]=1)=[O:11].[OH-].[Na+].O.Cl>C1COCC1.CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[NH:9][C:10]([NH:12][C:13]1[CH:14]=[CH:15][C:16]([O:17][C:18]2[CH:23]=[CH:22][N:21]=[C:20]([C:24]3[NH:28][CH:27]=[C:26]([C:29]([NH:31][CH2:32][CH2:33][CH2:34][N:35]([CH2:36][C:37]([OH:39])=[O:38])[CH2:41][C:42]([OH:44])=[O:43])=[O:30])[CH:25]=3)[CH:19]=2)=[CH:46][CH:47]=1)=[O:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 71293579HCID 71293579, compound

Product 1

HCID 71293590HCID 71293590, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a stirred solution of dimethyl 2,2′-[(3-{[(5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrol-3-yl)carbonyl]amino}propyl)imino]diacetate (100 mg, 0.15 mmol) in a mixture of THF/MeOH (5 ml/5 ml) was added 1M NaOH solution (1 ml, 1 mmol). The mixture was stirred at room temperature for 4 hours and poured into 50 ml of water. 1M HCl was added dropwise with vigorous stirring until pH=5. The precipitates were filtered, washed with water and dried in vacuo to give 2,2′-[(3-{[(5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrol-3-yl)carbonyl]amino}propyl)imino]diacetic acid as white solid. Yield: 82 mg, 78%.

Workup

  1. stirringwith vigorous stirring until pH=5
  2. filtrationThe precipitates were filtered
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-1dbcddab73db4002a563456a711963bf
Source dataset
uspto-grants-2014_12
Patent number
US08906944B2

Reaction notes

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